| Lithium tetramethylpiperidide | |
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Lithium tetramethylpiperidide |
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1-Lithio-2,2,6,6-tetramethylpiperidine |
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| Identifiers | |
| CAS number | 38227-87-1 |
| PubChem | 11051814 |
| ChemSpider | 21428984 |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C9H18LiN |
| Molar mass | 147.19 g mol−1 |
| Exact mass | 147.159928630 g mol-1 |
| Acidity (pKa) | 37 |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Lithium tetramethylpiperidide or LiTMP is an organic base and a non-nucleophilic base.[1] It is traditionally synthesised from 2,2,6,6-tetramethylpiperidine and n-butyllithium at -78 °C, but recent reports show this reaction is sluggish and is better formed at 0 °C.[2] The compound is stable in a THF/ethylbenzene solvent mixture and commercially available as such. LiTMP has a pKa of 37.[2]